N-(2,6-dimethylphenyl)-2-{4-[2-hydroxy-3-(2-hydroxyphenoxy)propyl]piperazin-1-yl}acetamide

• ChemBase ID: 166467
• Molecular Formular: C23H31N3O4
• Molecular Mass: 413.50994
• Monoisotopic Mass: 413.23145649
• SMILES: c1ccc(c(c1)OCC(CN1CCN(CC1)CC(=O)Nc1c(cccc1C)C)O)O
• Canonical SMILES: OC(CN1CCN(CC1)CC(=O)Nc1c(C)cccc1C)COc1ccccc1O
• InChI: InChI=1S/C23H31N3O4/c1-17-6-5-7-18(2)23(17)24-22(29)15-26-12-10-25(11-13-26)14-19(27)16-30-21-9-4-3-8-20(21)28/h3-9,19,27-28H,10-16H2,1-2H3,(H,24,29)
• InChIKey: JQTKNELUBGGUKI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(2,6-dimethylphenyl)-2-{4-[2-hydroxy-3-(2-hydroxyphenoxy)propyl]piperazin-1-yl}acetamide
• IUPAC Traditional name: N-(2,6-dimethylphenyl)-2-{4-[2-hydroxy-3-(2-hydroxyphenoxy)propyl]piperazin-1-yl}acetamide
• Synonyms: N-(2,6-Dimethylphenyl)-4-[2-hydroxy-3-(2-hydroxyphenoxy)propyl]-1-piperazineacetamide; RS 88390; Desmethyl Ranolazine

Database IDs

• CAS Number: 172430-45-4
• PubChem SID: 162260600
• PubChem CID: 46781189

CALCULATED PROPERTIES

• Acid pKa: 9.953412
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 1.0147169
• LogD (pH = 7.4): 2.4847646
• Log P: 2.6865664
• Molar Refractivity: 118.9781 cm^3
• Polarizability: 45.450638 Å^3
• Polar Surface Area: 85.27 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Methanol
• Apperance: Pale Beige Solid
• Melting Point: 48-50°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D292150

A metabolite of Ranolazine (R122500).

REFERENCES

• Chaitman, B.R., et al.: J. Am. Coll. Cardial., 43, 1375 (2004)
• McCormack, J.G., et al.: Gen. Pharmacol., 30, 639 (2004)
• Schofield, J.A.H., et al.: Expert Opin. Invest. Drugs, 11, 117 (2004)